Chinese Journal of Applied Chemistry ›› 2020, Vol. 37 ›› Issue (1): 103-108.DOI: 10.11944/j.issn.1000-0518.2020.01.190185

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Preparation and Characterization of Etodolac-Piperazine Salt

CHEN Shaodonga,WANG Xiaojuanb,LI Duanxiub,WANG Zhaoxia,ZHANG Hailub*()   

  1. aCollege of Science,Shanghai University,Shanghai 200444,China
    bSuzhou Institute of Nano-Tech and Nano-Bionics,Chinese Academy of Sciences,Suzhou,Jiangsu 215123,China
  • Received:2019-07-03 Accepted:2019-10-12 Published:2020-01-08 Online:2020-01-08
  • Contact: ZHANG Hailu
  • Supported by:
    Supported by the National Natural Science Foundation of China (No. 21874148), the Youth Innovation Promotion Association of CAS (No. 2012242), and the China Postdoctoral Science Foundation and the CAS Jointly Funded Outstanding Postdoctoral Project (No. 2017LH045)

Abstract:

An organic salt of etodolac and piperazine was prepared and the crystal structure was obtained. Structural analysis indicated that a hydrogen proton transferred from etodolac carboxyl group to piperazine nitrogen atom. The N—H••••Ohydrogen bond was the main intermolecular interaction to maintain structural stability. The intrinsic dissolution rate and equilibrium solubility of the newly synthesized salt were increased by 2.1 times and 4.8 times, respectively, compared with the original etodolac. In addition, the newly synthesized salt has good hydration stability without phase transition for 4 weeks at 25 ℃ and 95% relative humidity. As the first organic salt of etodolac, the etodolac-piperazine salt is a promising new solid form of etodolac.

Key words: etodolac, organic salt, structure analysis, thermal analysis, hydration stability, solubility